Cheapest one-way flights from Chicago to Madrid in May from $271

Best time to book flights for Chicago (ORD) to Madrid (MAD) flights at AirHint

AirHint found the following cheapest one-way flights from Chicago (ORD) to Madrid (MAD) in May 2025 (see full year).

One-Way flights

03 May Spirit Airlines
04 May Spirit Airlines
13 May Spirit Airlines
05 May Icelandair
14 May Spirit Airlines
07 May Spirit Airlines
01 May Spirit Airlines
29 May WestJet
20 May Spirit Airlines
18 May Spirit Airlines

Also check the deals for return flights from Chicago to Madrid in May.

Skyscanner

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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